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HISTORIC HOMES (CENTRAL MD)

One of the most popular communities provided by Charis Realty Group

HISTORIC HOMES (CENTRAL MD)

About HISTORIC HOMES (CENTRAL MD)

Historic Homes for Sale in Central Maryland

(Pre-1940)

Whether you’re drawn to a circa-1800s farmhouse, a storybook Craftsman bungalow, or a stately Victorian with original details, Central Maryland offers a rare collection of homes that simply cannot be replicated today.

This curated search focuses exclusively on homes built prior to 1940 across Frederick, Carroll, Howard, Montgomery, and Washington Counties—properties rich in craftsmanship, character, and enduring architectural beauty. From wide-plank floors and hand-hewn beams to welcoming front porches and timeless proportions, these homes tell a story the moment you step inside.

Explore Historic Communities & Counties

Frederick County: A treasure trove of historic districts, including New Market, Frederick City, and Middletown—known for preserved streetscapes and beautifully restored homes.

Carroll County: Rolling farmland, charming small towns, and classic farmhouses with generous acreage and pastoral views.

Howard County: A unique blend of history and convenience, where older homes are tucked into established landscapes near modern amenities.

Montgomery County: From historic villages like Brookeville to early 20th-century homes in walkable communities, this area offers character close to DC.

Washington County: Rich in Civil War history, with stone homes, farmsteads, and properties that reflect deep Maryland heritage.

Why Choose a Historic Home?

Owning a historic home is about more than square footage—it’s about connection, craftsmanship, and legacy.

These homes often feature architectural details you won’t find in new construction, established settings with mature trees, solid materials and timeless design, and a sense of place, story, and permanence.

The Maryland Old House Collective Difference

The Maryland Old House Collective was created for those who see homes differently.

This is not a general home search—it’s a carefully curated experience designed for buyers and sellers who value vintage and historic architecture, thoughtful restoration and preservation, and unique, one-of-a-kind properties.

With over three decades of experience and a deep appreciation for older homes, this platform is built to help you discover, understand, and ultimately own a piece of Maryland’s history.

Real Estate Trends for Historic Homes

Historic homes continue to attract strong interest from buyers seeking character and individuality. While each property is unique, well-maintained and thoughtfully updated older homes often hold their value exceptionally well. Inventory tends to be limited, making these properties highly sought after when they come to market.

Start Your Search

Browse homes built prior to 1940 across Central Maryland and discover properties that offer more than a place to live—homes with character, history, and a story to carry forward.

One of the most popular communities provided by Charis Realty Group
389
# of Listings
3
Avg # of Bedrooms
$244
Avg. $ / Sq.Ft.
$702,125
Med. List Price

Browse HISTORIC HOMES (CENTRAL MD) Real Estate Listings

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Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

389 Properties Found. Page 1 of 26.

Exceptional mixed-use income-producing asset in downtown Frederick featuring a 2BR residential unit plus extensive parking and garage infrastructure. The property generates diversified income streams from residential tenancy, garage rentals, egress payments, and surface parking. The residential structure underwent a complete renovation in 2019, including the addition of HVAC, providing modernized systems and improved tenant appeal. The home has also benefited from recent interior and exterior painting and has a proven track record as both a short-term rental and long-term rental, offering flexible income strategies. The site includes a fully leased or leasable configuration of 9 garage units with electric service (metered separately from house), 13 surface parking spaces, and private off-street parking for the residential unit. Garages and parking areas benefit from significant capital improvements completed in 2022, including structural stabilization of all garage units, full re-gravelling and leveling of the lot, and tree trimming to improve access and usability. In 2024, the garage roof received protective tar coating to extend lifespan and reduce maintenance exposure. Security cameras are installed across the property, supporting tenant safety and asset protection. The property also provides access easements utilized by neighboring properties for rear access, adding functional value within the block. This is a rare opportunity to acquire a stabilized, multi-income property with strong in-place cash flow and additional upside through parking optimization and rent growth in a high-demand downtown Frederick location. Leases available upon request. The main residence will be delivered vacant after May 31st, providing an ideal opportunity for owner-occupants or new market-rate tenants. Existing garage and parking leases offer immediate cash flow with the flexibility for the new owner to retain or terminate. Residential zoning. Buyer advised to perform due diligence regarding all building and development potential.
#MDFR2080236

FREDERICK

465 W SOUTH STREET

None Beds

None Baths

1,404 Sq.Ft.

$525,000

MLS#: MDFR2080236

Charming and well-located 2-bedroom rowhome in downtown Frederick offering a rare combination of comfortable living and private off-street parking for the home, along with 9 garage units and 13 parking spots - making this a rare find with exceptional income-generating potential. The home underwent a full renovation in 2019, including addition of an HVAC system, and has been well maintained, including recent exterior and interior painting. It has a history of successful use as both a short-term and long-term rental. One full bathroom is on the main level, with an additional toilet in basement (often found in pre-WWII homes, this historic property was built in 1860!). A standout feature is the extensive on-site parking infrastructure. The property includes private off-street parking for two vehicles directly behind the home, providing convenient residential access. In addition, the rear lot offers 13 rentable parking spaces and 9 garage units, creating significant flexibility and utility not commonly found in the area. Substantial improvements were completed in 2022, including structural shoring and stabilization of all garage units to ensure long-term integrity. The entire lot was re-graded, leveled, and re-gravelled, and surrounding trees were trimmed back to improve access, usability, and safety. In 2024, the garage roof was treated with protective tar coating to extend durability. All garages are equipped with electric service (metered separately from house), and the property is further enhanced with installed security cameras. A rare opportunity to own a residential property with substantial on-site parking capacity, storage, and income-producing potential in a highly desirable Frederick location. Leases available upon request. The main residence will be delivered vacant after May 31st, providing an ideal opportunity for owner-occupants or new market-rate tenants. Existing garage and parking leases offer immediate cash flow with the flexibility for the new owner to retain or terminate. Residential zoning. Buyer advised to perform due diligence regarding all building and development potential.
#MDFR2080234

FREDERICK

465 W SOUTH STREET

2 Beds

1 Baths

1,068 Sq.Ft.

$525,000

MLS#: MDFR2080234

New on site 4 days ago
House hackers!! Live in one unit and rent the others! Don't miss this amazing opportunity to own a unique property in Brunswick. Located within the Main street district and Zoned commercial / residential! Property is among few that have been eligible for several generous grant opportunities in recent years that support interior and exterior updates. 3 separate units: (2) 1 bed + 1 bath units and (1) 3 bed + 1 bath. Brand new roof March 2026!! Many updates over recent years. Property could be used for many different businesses and comes with transferable zoning approval for childcare center up to 35 children! Plenty of off street parking available around back, could be expanded into the rear fenced yard for even more parking! Move in ready! During current ownership each unit received updates to include newer appliances, updated cabinets and counters, bathroom vanities, lighting, paint, flooring and more.
#MDFR2081074

BRUNSWICK

8 S MAPLE AVENUE

5 Beds

None Baths

2,794 Sq.Ft.

$469,900

MLS#: MDFR2081074

New on site 4 days ago
House hackers!! Live in one unit and rent the others! Don't miss this amazing opportunity to own a unique property in Brunswick. Located within the Main street district and Zoned commercial / residential! Property is among few that have been eligible for several generous grant opportunities in recent years that support interior and exterior updates. 3 separate units: (2) 1 bed + 1 bath units and (1) 3 bed + 1 bath. Brand new roof March 2026! Many updates over recent years. Property could be used for many different businesses and comes with transferable zoning approval for childcare center up to 35 children! Plenty of off street parking available around back, could be expanded into the rear fenced yard for even more parking! Move in ready! More info to come.
#MDFR2081076

BRUNSWICK

8 S MAPLE AVENUE

5 Beds

3 Baths

2,794 Sq.Ft.

$469,900

MLS#: MDFR2081076

This single-family home offers comfort, convenience, and modern updates throughout with 4 bedrooms and 3 full bathrooms. The upper level features 3 bedrooms, a beautifully updated full bathroom, brand-new carpet, recessed lighting, and a convenient storage closet. On the main level, you'll find another full bathroom and a kitchen that boasts a new sink, countertops, and a dishwasher. Off the kitchen, step out onto the deck that overlooks a peaceful backyard with a wooded area offering privacy and natural beauty. The basement includes an additional bedroom and a full bathroom, along with a washer and dryer, plus connections ready for a kitchen setup. There’s also a second washer/dryer hookup on the upper level for added flexibility. Outside, enjoy a detached shed for extra storage, a covered front porch perfect for relaxing, and a yard that blends seamlessly into nature. This home combines thoughtful updates and versatile space with a quiet, scenic setting—truly a must-see!
#MDFR2074274

BRADDOCK HEIGHTS

6215 CLIFTON ROAD

4 Beds

3 Baths

1,800 Sq.Ft.

$449,000

MLS#: MDFR2074274

New on site today
Outstanding Investment Opportunity in Downtown Hagerstown! This 100% occupied side-by-side duplex features two spacious 3-bedroom, 1-bathroom units with a proven rental history. Investors will appreciate the incredibly low maintenance and overhead, with all utilities separated and paid by the tenants. Currently generating steady income with significant upside potential to reach market-clearing rents. Start collecting cash flow from day one with this turnkey addition to your portfolio!
#MDWA2035820

HAGERSTOWN

328 LOCUST STREET

6 Beds

None Baths

3,008 Sq.Ft.

$285,000

MLS#: MDWA2035820

PRICE REDUCED!! Federal style house on Virginia Ave in a great location just off 70. 3 nice sized bedrooms and 2 full baths that have been updated. Upgraded kitchen with stainless appliances and granite countertops. Freshly Painted. Newer windows. Hardwood flooring throughout. Great backyard for entertaining. Off street parking and huge garage for parking or tinkering on vehicles. Call now to set up an appointment.
#MDWA2033754

HAGERSTOWN

17338 VIRGINIA AVENUE

3 Beds

2 Baths

1,444 Sq.Ft.

$284,900

MLS#: MDWA2033754

Welcome to Habitat for Humanity of Frederick County’s affordable homeownership opportunity in Phase 1 of a new 12‑unit condominium community located at the corner of West All Saints Street and Ice Street in downtown Frederick, MD. This program offers eligible residents a pathway to stable, long‑term homeownership in the heart of the city. To be considered, applicants/BUYERS must meet the following criteria: - Live or work in Frederick County for at least one year - Qualify for a mortgage with a fair or better FICO credit score (minimum 580), reasonable debt, and no recent late payments, charge‑offs, or collections - Have a household income between 50% and 80% of the Area Median Income (AMI) - Be willing to complete required “sweat equity” hours with the support of family or friends FY25 AMI Income Ranges for West All Saints: - Single person: $57,400–$74,800 - Two people: $65,600–$85,450 - Three people: $73,800–$96,150 - Four people: $81,950–$106,800 If you meet the eligibility requirements and would like to take the next step, please share your contact information by completing the Home Buyer Interest Form: https://frederickhabitat.org/what-we-do/homeownership-support/home-buyer-form/
#MDFR2080824

FREDERICK

104 W ALL SAINTS STREET A C1

2 Beds

1 Baths

830 Sq.Ft.

$265,000

MLS#: MDFR2080824

A RARE OPPORTUNITY TO OWN A 1.026 ACRES OPEN LOT, IN GERMANTOWN WITH A FREE STANDING FULLY AND EQUIPPED FURNISHED RESTAURANT, WITH VERY NICE FRONT AND BACK PATIO, FOR OUTDOORS DINING. PRIVATE PARKING LOT 70SP RIGHT OFF MAIN ROAD OF 355 THE LAND COULD BE USE FOR MULTIPLE PURPOSES . NOTE ( EXISTING LEASE SIX YEARS REMAIN)
#MDMC2215060

GERMANTOWN

19201 FREDERICK ROAD

None Beds

None Baths

2,494 Sq.Ft.

$6,500,000

MLS#: MDMC2215060

At the prestigious entrance to Chevy Chase Village, 5 Chevy Chase Circle stands as one of the area’s most architecturally distinctive residences, where whimsy meets elegance, and even the address feels refined and timeless. Positioned prominently on the Circle, a gracious front porch sets the tone, leading to an elegant entryway with a welcoming vestibule that reflects the home’s comfortable yet sophisticated character. This substantial residence of approximately 7,000 square feet includes seven bedrooms, five full baths, and a powder room. The main level offers a beautifully flowing floor plan ideal for both everyday living and entertaining. A spacious entry hall provides access to multiple patios overlooking the pool, seamlessly connecting indoor and outdoor spaces. The living room accommodates multiple seating areas and is both grand and inviting, complemented by a wood-paneled study offering flexibility and charm. A formal dining room, enhanced by a butler’s pantry, creates a refined setting for gatherings, while a mudroom off the kitchen adds everyday convenience. The eat-in kitchen is spacious and inviting, featuring a classic Aga stove, Sub-Zero refrigerator, and two Bosch dishwashers. Designed with both function and style in mind, it offers counter seating, a dedicated dining area, striking pendant lighting, Farrow & Ball wallpaper, and an adjoining butler’s pantry. A large, light-filled sunroom with three exposures overlooks the pool and provides additional patio access, further enhancing the indoor-outdoor connection. Thoughtful details such as window seats and banquette seating add warmth and character throughout. The primary suite features a fireplace, a light-filled ambiance, a dressing area, and a large cedar walk-in closet, along with an ensuite bath with dual sinks. An additional ensuite bedroom, two secondary bedrooms (one with an adjacent sitting room), and a hall bath complete the upper level. The third floor includes a spacious living area with built-in bookcases, three bedrooms, and a full bath. The home’s layout includes generous landings, a back staircase, and flexible spaces well suited for home offices or in-law accommodations, offering versatility for a variety of lifestyles. The private pool, surrounded by a brick patio, is complemented by a secluded side yard offering exceptional privacy and a tranquil setting. The grounds also feature additional outdoor space, brick pathways, and mature plantings, creating a lush, serene landscape. The lot spans approximately 14,904 square feet. A detached two-car garage, lined with windows on three sides, is filled with natural light and equipped for an electric vehicle charger. The lower level features a sauna, creating a private retreat, along with ample storage. An added distinction is the recently renovated fountain at Chevy Chase Circle—a beautifully restored centerpiece with a classic tiered design and enhanced landscaping. Residents of Chevy Chase Village enjoy a unique level of service and convenience, including house checks, key-holding services, and package collection upon request, along with a variety of community programs and events. The home is just steps from shops and restaurants along Connecticut Avenue and within walking distance of Friendship Heights Metro and Wisconsin Place. This residence is both a local landmark and a testament to enduring design. Its commanding presence on Chevy Chase Circle places it among the most recognizable homes in the village, surrounded by historic architecture, mature landscaping, and the timeless charm of one of the region’s most coveted addresses. 5 Chevy Chase Circle presents a rare opportunity to own a truly distinctive home in an exceptional location.
#MDMC2226236

CHEVY CHASE

5 CHEVY CHASE CIRCLE

7 Beds

5 Baths

6,000 Sq.Ft.

$4,395,000

MLS#: MDMC2226236

New on site 3 days ago
BEAUTIFUL SETTING - nestled on one of Bethesda’s most scenic streets, this home offers a rare blend of seclusion and convenience on a lush 1.6-acre lot. This stunning property is a true oasis, where mature landscaping frames a sparkling pool and sprawling lawns. Expansive brick patios are tailor-made for entertaining, providing a tranquil retreat just minutes from the vibrant heart of downtown Bethesda, elite schools, and major commuter routes. A private circular drive welcomes you to this storybook expanded English cottage. The inviting foyer opens to a thoughtfully designed floor plan, starting with a grand living room with a fireplace and an adjacent formal dining room. The main level also includes a quiet study with two custom desks & shelving and a family room with stone fireplace, exposed beams, and glass doors leading outside. The elegant gourmet kitchen is well-appointed with a large center island and sunlit breakfast area. A first-floor bedroom suite offers a dedicated office, en-suite bath, and direct backyard access. Completing this level are two powder rooms and a mudroom conveniently located off the 2-car attached garage. Upstairs, the owner's suite is a true retreat, featuring vaulted ceilings, window seats overlooking the yard, a sitting area with a fireplace, a dressing area, and 3 walk-in closets. The luxury bath includes a soaking tub, oversized shower, and dual vanities. Bedrooms #2 and #3 are both generously sized with walk-in closets and share a Jack-and-Jill bathroom. Bedroom #4 includes double-door closet and en-suite bath. This level is completed by a large landing with built-ins and a convenient laundry room. The lower level offers additional versatile space, including a family room (or guest bedroom) with an adjacent full bath, a recreation room with extensive storage, and a powder room.
#MDMC2230046

BETHESDA

7019 ARMAT DRIVE

6 Beds

5 Baths

6,119 Sq.Ft.

$3,995,000

MLS#: MDMC2230046

Culturally, historically, and architecturally significant, Oakdale, circa 1838 and 1898, ancestral home of Maryland Governor Edwin Warfield, is a magnificent estate on a tranquil 180-acres only 20 miles from both the Washington and Baltimore beltways. On The National Register of Historic Places, the main house boasts 24 rooms and 5.1 baths, comprising over 9,500 sq. ft. Impressive, original detail and craftsmanship are prominent throughout, including 12-inch-thick brick walls, 12 fireplaces and the grand front porch graced by 18' Roman Doric columns. Additional residences include the Carriage House and Gardener's Cottage. Adjoining the main house via a 120' covered colonnade, Oakdale Hall, circa 2005, is artfully integrated and provides an additional 9 rooms and 5.1 baths comprising 8,870 sq. ft. of space, providing a superb setting for grand entertaining or concerts and a recreation facility along with the adjoining 60x30 pool. Farming and equestrian endeavors are served by a massive 3-level bank-barn stable, plus a silo and an equipment shed. Other outbuildings include a brick smokehouse, pond-side gazebo, and tool shed. The beautiful setting is further enhanced by a stunning 2-acre spring fed pond and several streams. With remarkable visual impact and an evocative setting, Oakdale singularly connects the past and present, offering myriad possibilities on a grand scale for the discerning buyer. Includes the main 175-acre parcel which is in Agricultural Preservation and cannot be subdivided, and a 5.8-acre lot.
#MDHW2044530

WOODBINE

16449 ED WARFIELD ROAD

16 Beds

10 Baths

16,270 Sq.Ft.

$3,900,000

MLS#: MDHW2044530

Culturally, historically, and architecturally significant, Oakdale, circa 1838 and 1898, ancestral home of Maryland Governor Edwin Warfield, is a magnificent estate on a tranquil 180-acre tract only 20 miles from both the Washington and Baltimore beltways. On The National Register of Historic Places, the main house boasts 24 rooms and 5.1 baths, comprising over 9,500 sq. ft. Impressive, original detail and craftsmanship are prominent throughout, including 12-inch-thick brick walls, 12 fireplaces and the grand front porch graced by 18' Roman Doric columns. Adjoining the main house via a 120' covered colonnade, Oakdale Hall (2005), is artfully integrated and provides an additional 9 rooms and 5.1 baths comprising 8,870 sq. ft. of space. It provides a superb setting for grand entertaining or concerts and as a recreation facility along with the adjoining 60x30 pool. Outbuildings on the estate include the Carriage House and Gardener's Cottage residences, as well as a brick smokehouse, pond-side gazebo, and tool shed. Equestrian endeavors are served by a massive 3-level bank-barn stable, and farming operations are supported by an additional barn along with a silo and an equipment shed. The beautiful setting is further enhanced by a stunning 2-acre spring fed pond and several streams. With remarkable visual impact and an evocative setting, Oakdale singularly connects the past and present, offering myriad possibilities on a grand scale for the discerning buyer. Includes the main 175-acre parcel which is in Agricultural Preservation and cannot be subdivided, and a 5.8-acre lot.
#MDHW2044536

WOODBINE

16449 ED WARFIELD ROAD

16 Beds

10 Baths

16,270 Sq.Ft.

$3,900,000

MLS#: MDHW2044536

32 Residential Units, two Commercial Units and a Leasing Office. Residential Occupancy rate is 94%. One of the two commercial spaces is leased (5 Yr Lease) that just began. In the heart of downtown Hagerstown, just blocks away from the minor league baseball stadium (Meritus Park Stadium) on the same block as the Maryland Theatre and just across the street from the Meinelschmidt Distillery, Bulls and Bears and Schmankerl Stube Restaurant, as well as the Washington County Public Library (diagonally across the intersection). High vehicular and foot traffic, as the property is in downtown Hagerstown. Projected Cap Rate - 8.4% The current owner has had 2 grant applications approved, and a prospective buyer can seek many more. The Georgian is located in the following: Qualified Opportunity Zone: You can look up 55 S Potomac St here to verify City of Hagerstown Arts & Entertainment District property tax incentive: City of Hagerstown Main Street Grant Area. City of Hagerstown Partners in Economic Progress (PEP) Program zone City of Hagerstown City Center Redevelopment Grant zone. Downtown Historic District. (local/state and NHR federal) Enterprise Zone: City of Hagerstown CC-MU area
#MDWA2029678

HAGERSTOWN

55 S POTOMAC STREET

None Beds

None Baths

19,600 Sq.Ft.

$3,840,000

MLS#: MDWA2029678

***BACK ON THE MARKET***REPRICED TO MARKET***SELLER FINANCING POTENTIAL***Baker Park grandeur on a quad sized lot – Indulge in over 6,000 SF of living space in this circa 1917 brick & marble Italian estate nestled on over 1 acre on one of the most desirable streets in the premier neighborhood of Frederick. Charming four level brick & marble home in downtown Frederick in the established tree lined neighborhood of Baker Park. 307 Upper College Terrace enjoys a fantastic location within close proximity to Baker Park, Culler Lake, Hood College and everything downtown Frederick has to offer. Over $800,000 in upgrades to home and grounds since purchased. Featuring a traditional lay-out with modern finishes, the main level enjoys high ceilings, hardwood floors, pocket doors, an oversized formal living room with fireplace, oversized formal dining room and study, sun room, two half-bathrooms and a bright oversized eat-in gourmet kitchen with an abundance of natural light. Walk out of the kitchen to a stone patio perfect for BBQing and enjoy the grounds on this oversized quad lot. (Parcel is 1.1± ac, originally 4 city lots). The grounds feature many mature trees, a tennis court, and stone pond with fountain, adding to the tranquility of this estate. The former detached garage has been converted into an open and finished space perfect for recreation or entertaining. The second floor of the home features the master suite & sitting room, featuring an en-suite luxury bathroom with soaking tub and a glass enclosed walk-in shower. The master suite also features a balcony with relaxing views, ceiling fans, laundry chute, and ample closet space. Rounding out the second floor are multiple additional bedrooms, an additional renovated hall bathroom with dual sinks & glass enclosed shower, and an easily accessible second floor laundry room equipped with a utility sink and washer and dryer, and additional access to the second floor balcony. The upper level boasts of an oversized rooftop terrace with expansive city views, including the St. John’s bell tower. The remainder of the upper level has been updated as a suite consisting of a large open room with dormer windows, an expansive walk-in cedar closet, and renovated bathroom. The basement is partially finished with a recreation room / office, large storage room, additional laundry room, storage area, and mechanicals. Private showings by appointment, contact listing agent for more details.
#MDFR2074946

FREDERICK

307 UPPER COLLEGE TERRACE

5 Beds

3 Baths

6,723 Sq.Ft.

$3,249,000

MLS#: MDFR2074946

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